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While many cities have rivers, few take advantage of their waterways quite like San Antonio does. One of the city’s most popular tourist attractions, the River Walk runs along the San Antonio River and features both quiet stretches for jogging and livelier areas lined with colorful bars, restaurants, and shops. For an immersive experience, take a boat tour and learn more about San Antonio’s history and architecture.

While the climb is quite literally breathtaking (900 steps), the Church of San Rocco, perched on the very edge of the Ligurian Sea, is a gorgeous spot to spend the day. Taking the train to Camogli, you can then spend the morning hiking up to the church and enjoying the beautiful altar piece and frescoes. Coming back down into town, make sure you stop by one of the many seaside restaurants for a celebratory lunch, and grab a gelato from one of the boardwalk stands on your way back to the train station!

When I first moved to the island, I joined a friend in the Old City for a tour and lesson on the history of Puerto Rico. When passing by this little section of town near Pigeon Park, my friend and native-turned-tour-guide said that this was the smallest house in Old San Juan. Wow, okay, so this little yellow portion is technically a house? I’ve visited this site several more times since then and have never actually seen anyone enter or leave this door. Whether it’s true or not, it makes for a cool story and great photo.

If you’re in San Sebastián to eat, chances are you’ll be wanting to eat Pimientos de Gernika and Guisantes Lágrimas long after your trip is over. Semillas Elosegui is a classic stop in the Old Part of San Sebastián, and they have seeds for all of your Basque cooking needs. Perfect souvenirs for the foodies on your list.

Santa María del Coro is San Sebastián‘s token beautiful European church. It has the quiet, sunlit beauty that one comes to expect in European churches. It also is the site of several of the city’s unique celebrations, organ concerts, and the iconic San Sebastián, pierced with the famed arrows.

There are a few contemporary boutique brands poised to put San Francisco on the fashion map. Freda Salvador shoes have become the “it” footwear for a subset of effortlessly cool creative women. Editors and designers can be spotted sporting the brand’s modestly heeled modern loafers, mules, boots, and sandals, which come in gorgeous colored leathers and satins. The shoes are all designed in Freda Salvador’s Sausalito studio by cofounders Megan Papay and Cristina Palomo-Nelson, and fabricated in a tiny family-run factory in Elda, Spain. Quality is paramount, as is wearability, but it’s the styles that have truly set the brand apart. The San Francisco flagship on Fillmore Street attracts a ladylike version of the obsessed sneakerhead—Freda fetishists who collect new styles like playing cards.

Old San Juan may look, at first glance, like a few other charming cities built during the height of Spanish colonialism—Havana or Santo Domingo, for example—but what sets it apart is the extent to which its architectural infrastructure from that era remains visible. It’s the only city that has its original colonial wall almost entirely intact, and both of its principal forts are in excellent condition, remain accessible to the public, and offer panoramic views of the Atlantic Ocean (so bring your camera). Both El Morro and Fuerte San Cristobal are run by the National Park Service; guided tours will leave you with greater knowledge about the era, as well as the forts’ construction and their role in Puerto Rican history. (There are other, smaller forts in and around the capital, next to the Caribe Hilton, and in Luís Muñoz Rivera Park, plus Fort San Juan de la Crúz in the nearby town of Cataño.)

The Grand Central Oyster Bar celebrates its 100th anniversary this year as a New York institution. Located in the lower concourse of Grand Central, it serves over 25 varieties of oysters daily. There is a huge menu of American seafood—chowder, fried clams, lobster rolls, clams casino—whatever you are looking for, they will have it. The Oyster Bar is also famous for its architecture—the beautiful arched tile ceilings are the hallmark of famed Spanish architect Rafael Guastavino, who left his unique stamp across NYC. Take your pick from three different seating areas: a series of old-fashioned, U-shaped counters which seem to be popular with tourists and locals; the oyster bar, which would be perfect for singles or those dining in pairs; and the saloon-type restaurant in the back, popular with the business crowd. Wherever you are sitting, it will be bustling with activity. While there are several other oyster bars in the city, the Grand Central Oyster Bar offers a piece of New York history. It’s like stepping back in time, a retro celebration of old Americana that generations of locals, tourists and travelers have visited over the years. My suggestion is to stop in for fresh oysters and cold beer at the bar.

San Juan Cemetery lies on the coast adjacent to El Morro (San Juan’s beloved fort) and nestled in the district La Perla, a rougher part of town. Its statues and tombs make it as beautiful as a New Orleans cemetery. Exiting El Morro, head down the grassy field to your left to catch this flustering overhead view. On this day, a powerful storm was rolling in, casting everything in gray.

San Antonio’s west side is one of the city’s cultural hubs. Latin and Mexican-American influences are vibrantly displayed through public art and murals. The area around Guadalupe Street is an especially rich place to explore. You’ll find art around every corner, cultural centers, theaters, coffee shops, and bakeries. One of the best resources I came across was the San Antonio Neighborhood Tours sponsored by the City of San Antonio Office of Cultural Affairs. You can download free PDFs of the guides here: http://www.saculturaltours.com/. We did the West Side Murals Y Mas Tour. It was an awesome experience that included more than 50 unique sites.

Stepping into the enormous main concourse of this landmarked architectural jewel—with its sweeping granite staircases, hulking columns and 38-meter (125-foot) ceilings painted with night-sky constellations—can be a jaw-dropping experience. What’s even more incredible, though, is the sheer number of people who use it as a commuter hub day in and day out (more than 750,000 train and subway passengers every weekday). Wander around the shops, head down to the basement food court for a bite and to marvel at the crowds hurrying by—and if you get jostled, don’t take it personally.

Each Saturday from October to July (and once a month in August and September), the marina of Cabo San Lucas becomes a stage for local artists, musicians, and performers to peddle their wares and showcase their creative skills in the Circuito Cultural (Cultural Circuit), an event started by local entrepreneurs. Artists display their work from noon to 10 pm and live music and dance keep crowd entertained from 6 pm to 11 pm. The performances aren’t just Mexican in inspiration or origin; recent highlights even included Scottish country dancing.

The church of the mission of San Jose del Cabo is simple, both inside and out, but one of its charms is a special area where locals tie ribbons with petitions for divine intervention or expressions of thanks written on them. If you’d like to join in on the tradition and express your thanks, choose a white ribbon and write about what you’re grateful for on it. Then, tie it to the rack near St. Charbel Mahklouf, the somewhat obscure Lebanese saint who is believed to work miracles.

Old San Juan offers historically and culturally significant experiences including a walk through 500-year-old forts, visits to UNESCO sites, historic churches, museums, the second oldest cathedral in the Americas and Ponce de Leon’s mansion. Cobblestone streets and pastel buildings are perfect for exploration during the day and variety of restaurants and shops make for a complementary evening.

Complete with an in-shop florist and white, honeycomb-tiled wall, this light-filled coffee shop is one of San Diego’s most Instagramworthy spaces. Luckily, it offers more than just good looks—the coffee comes from San Francisco’s Sightglass and the menu includes lavender-honey toast, chia pudding, and an assortment of croissants from Wayfarer Bread & Pastry. Owner Jen Byard is also the cofounder of San Diego’s popular Maker’s Arcade, a holiday market that takes place every December, so she has an eye for artisan items. Communal’s retail section is always stocked with tasteful finds like ceramic mugs and Mexican blankets.